EP1734931A2 - Formulations de ramipril - Google Patents
Formulations de ramiprilInfo
- Publication number
- EP1734931A2 EP1734931A2 EP05718970A EP05718970A EP1734931A2 EP 1734931 A2 EP1734931 A2 EP 1734931A2 EP 05718970 A EP05718970 A EP 05718970A EP 05718970 A EP05718970 A EP 05718970A EP 1734931 A2 EP1734931 A2 EP 1734931A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- amount
- ramipril
- tablet formulation
- compactrol
- hydrogen carbonate
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/407—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with other heterocyclic ring systems, e.g. ketorolac, physostigmine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
- A61K31/549—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame having two or more nitrogen atoms in the same ring, e.g. hydrochlorothiazide
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2009—Inorganic compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2022—Organic macromolecular compounds
- A61K9/205—Polysaccharides, e.g. alginate, gums; Cyclodextrin
- A61K9/2059—Starch, including chemically or physically modified derivatives; Amylose; Amylopectin; Dextrin
Definitions
- the present invention relates to stable pharmaceutical formulations of ramipril, optionally in combination with a diuretic.
- Ramipril, (2S,3aS,6aS)-1[(S) ⁇ /V-[(S)-1-carboxy-3-phenylpropyl] alanyl] octahydrocyclopenta[ ⁇ ]pyrrole-2-carboxylic acid, 1 -ethyl ester is an angiotensin converting enzyme (ACE) inhibitor.
- ACE angiotensin converting enzyme
- Ramipril can undergo cyclization via internal nucleophilic attack to form substituted diketopiperazines and also degrade via hydrolysis and oxidation.
- EP 1 501 546 A1 describes stable pharmaceutical formulation for combinations of a statin and an ACE inhibitor.
- the problem underlying the invention is that if an ACE inhibior is in the presence of a stabilised statin, the ACE inhibitor decomposes to such extent that even after short storage period the content of decomposition products exceeds the permissible limit of degratation.
- EP 1 501 546 A1 provides a formulation wherein the statin and the ACE inhibitor are separated by physiologically acceptable inert material. Calcium sulfate is mentioned as a possible inorganic filler in the formulation but it is neither claimed nor mentioned in any example. In fact all the examples are concerned with three-layer tablet, wherein the statin layer and ACE inhibitor layer are seperated by a layer of microcrystalline cellulose. Combinations of the ACE inhibitor with a diuretic are not mentioned.
- US 2003/0215526 claims formulations of ACE inhibitor a pharmaceutical composition
- a pharmaceutical composition comprising a therapeutically effective amount of an ACE inhibitor which is susceptible to degradation or its salt; a greater than stoichiometric amount of an alkali or alkaline earth metal carbonate, relative to the amount of ACE inhibitor or its salt, and a pharmaceutically acceptable carrier.
- the excipient calcium sulphate is not mentioned.
- EP 0 317 878 B1 claims a stable, compressed pharmaceutical formulation containing a compound of a defined formula (i.e. ramipril) wherein, for stabilization before compression, a compound of the formula is a) coated with a polymeric, physiologically tolerated protective coating, or b) mixed with a physiologically tolerated buffer which ensures that a pH in the weakly acidic to weakly alkaline range is set up in a pharmaceutical formulation in the presence of moisture, where sodium bicarbonate is excepted as buffer, or c) mixed with a physilogically tolerated buffer which ensures that a pH in the weakly acid to weakly alkaline range is set up in a pharmaceutical formulation in the presence of moisture, and is coated with a polymeric, physiologically tolerated protective coating, where, in the case of stabilization according to b) with alkali metal or alkaline earth metal carbonate, the formulation is free of sugar.
- a compound of a defined formula i.e. ramipril
- WO 93/17685 claims combinations of ACE inhibitors and diuretics such as hydrochlorothiazide.
- Sodium hydrogen carbonate, pregelatinised starch and magnesium stearate are mentioned as excipients.
- Calicium sulphate is not mentioned.
- Compositons of ramipril and piretanide is described in EP 215 357 B1.
- Calcium sulfate is not mentioned in this patent.
- WO 03/028707 claims a formulation containing ramipril and lactose monohydrate. Calcium sulfate is mentioned in the specification as a possible diluent. Calcium sufate is not included in any example.
- Calcium sulphate dihydrate is known as an inert diluent in compressed tablets. However, it was surprising that the stability of the tablets proved to be very satisfying.
- the invention provides a pharmaceutical formulation comprising ramipril,
- the pharmaceutical formulation of the present invention comprises typically: a) 0.1 - 5.0% w/w of ramipril; b) 50 - 95% w/w of Compactrol; c) 0.1 - 5.0% w/w of sodium hydrogen carbonate; and optionally disintegrant (e.g. starch), binder and/or lubricant (e.g. sodium stearyl fumarate).
- disintegrant e.g. starch
- binder and/or lubricant e.g. sodium stearyl fumarate
- the formulation optionally also includes a diuretic, such as hydrochlorothiazide or piretanide.
- a diuretic such as hydrochlorothiazide or piretanide.
- the preferred amount of ramipril is 0.5-1.5% w/w
- the amount of Compactrol is 85-90% w/w
- the amount of sodium hydrogen carbonate is 0.5-1.5% w/w
- the amount of starch pregelatinised is 7-13% w/w
- the amount of sodium stearyl fumarate is 0.5-1.5% w/w.
- the preferred amount of ramipril is 1.4-2.5% w/w
- the amount of Compactrol is 78- 95% w/w
- the amount of sodium hydrogen carbonate is 1.4-2.5% w/w
- the amount of starch pregelatinised is 7-13% w/w
- the amount of sodium stearyl fumarate is 0.5-1.5% w/w.
- ramipril is 1.4-2.5% w/w
- hydrochlorothiazide is 8.5- 10.5% w/w
- the amount of Compactrol is 65-75% w/w
- the amount of sodium hydrogen carbonate is 1.0-2.5% w/w
- the amount of starch pregelatinised is 12-18% w/w
- the amount of sodium stearyl fumarate is 0.5-1.5% w/w.
- the preferred amount of ramipril is 1.5 - 2.5% w/w
- the amount of piretanide is 1.8 - 3.0% w/w
- the amount of Compactrol is 65-85% w/w
- the amount of sodium hydrogen carbonate is 3.0-5.0% w/w
- the amount of starch pregelatinised is 10-20% w/w
- the amount of sodium stearyl fumarate is 0.5-1.5% w/w.
- ramipril is susceptible to certain types of degradation, there are several impurities formed during the manufacturing process and storing of the tablet. It is of high importance to minimize this degradation. The strength of different exipients was adjusted until a useful formulation was found.
- Ramipril diketopiperazine is one of the compounds formed via degradation.
- the present formulation proved to be especially stable with regard to formation of the diketopiperazine.
- the example demonstates a very good stability with regard to ramipril diketopiperazine formation.
Abstract
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IS7196A IS2197B (is) | 2004-03-24 | 2004-03-24 | Ramipríl lyfjasamsetningar |
PCT/IS2005/000008 WO2005067887A2 (fr) | 2004-03-24 | 2005-03-23 | Formulations de ramipril |
IS7772A IS2204B (is) | 2005-03-23 | 2005-03-23 | Lyfjasamsetningar af ramipríli og píretaníði |
Publications (1)
Publication Number | Publication Date |
---|---|
EP1734931A2 true EP1734931A2 (fr) | 2006-12-27 |
Family
ID=34796871
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP05718970A Withdrawn EP1734931A2 (fr) | 2004-03-24 | 2005-03-23 | Formulations de ramipril |
Country Status (4)
Country | Link |
---|---|
US (2) | US20080234353A1 (fr) |
EP (1) | EP1734931A2 (fr) |
EA (1) | EA011862B1 (fr) |
WO (1) | WO2005067887A2 (fr) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2013121233A1 (fr) | 2012-02-17 | 2013-08-22 | Egis Gyógyszergyár Nyilvánosan Működö Részvénytársaság | Formule pharmaceutique à stabilité améliorée |
WO2015022560A1 (fr) | 2013-08-16 | 2015-02-19 | Egis Gyógyszergyár Zrt. | Composition pharmaceutique stable contenant du bisoprolol et du ramipril |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EA011862B1 (ru) | 2004-03-24 | 2009-06-30 | Актавис Груп Хф. | Композиции рамиприла |
GB0518129D0 (en) * | 2005-09-06 | 2005-10-12 | Arrow Int Ltd | Ramipril formulation |
WO2007045907A2 (fr) * | 2005-10-21 | 2007-04-26 | Selamine Limited | Preparation de ramipril presentant une stabilite accrue |
GB2431579A (en) * | 2005-10-28 | 2007-05-02 | Arrow Int Ltd | Ramipril formulations |
US20070098782A1 (en) * | 2005-10-28 | 2007-05-03 | Selamine Limited | Ramipril Formulation |
GB0624084D0 (en) * | 2006-12-01 | 2007-01-10 | Selamine Ltd | Ramipril amino acid salts |
GB0624087D0 (en) * | 2006-12-01 | 2007-01-10 | Selamine Ltd | Ramipril combination salt |
US20110130434A1 (en) * | 2008-07-30 | 2011-06-02 | Panacea Biotec Ltd. | Modified release ramipril compositions and uses thereof |
US20100062062A1 (en) * | 2008-09-11 | 2010-03-11 | Aethos Pharmaceuticals, Inc. | Stabilized Coating for Pharmaceutical Formulations |
TR200906322A2 (tr) | 2009-08-17 | 2011-07-21 | Bi̇lgi̇ç Mahmut | Çözünürlük ve stabilite özellikleri geliştirilmiş granüller. |
RU2479310C2 (ru) * | 2011-02-09 | 2013-04-20 | Открытое акционерное общество "Химико-фармацевтический комбинат "АКРИХИН" (ОАО "АКРИХИН") | Фармацевтическая композиция для лечения артериальной гипертензии и застойной сердечной недостаточности и способ ее получения |
RU2618471C2 (ru) * | 2012-12-03 | 2017-05-03 | Закрытое Акционерное Общество "Вертекс" | Пероральная фармацевтическая композиция диуретика и ингибитора АПФ в микронизированной форме, лекарственное средство и его применение |
Family Cites Families (54)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE3226768A1 (de) * | 1981-11-05 | 1983-05-26 | Hoechst Ag, 6230 Frankfurt | Derivate der cis, endo-2-azabicyclo-(3.3.0)-octan-3-carbonsaeure, verfahren zu ihrer herstellung, diese enthaltende mittel und deren verwendung |
US5256687A (en) * | 1985-09-09 | 1993-10-26 | Hoechst Aktiengesellschaft | Pharmaceutical composition for the treatment of high blood pressure |
DE3532036A1 (de) * | 1985-09-09 | 1987-03-26 | Hoechst Ag | Pharmazeutische zubereitung zur behandlung des bluthochdrucks |
US4830853A (en) * | 1986-10-20 | 1989-05-16 | Warner-Lambert Company | Drug compositions stabilized against oxidation |
US4743450A (en) * | 1987-02-24 | 1988-05-10 | Warner-Lambert Company | Stabilized compositions |
DE3739690A1 (de) | 1987-11-24 | 1989-06-08 | Hoechst Ag | Stabilisierte arzneistoffe, verfahren zu ihrer herstellung sowie stabile arzneizubereitungen |
DK9200258U4 (da) * | 1992-03-11 | 1993-07-23 | Merck & Co Inc | Farmaceutisk præparat indeholdende enalapril til brug mod hypertension |
GB9401892D0 (en) * | 1994-02-01 | 1994-03-30 | Boots Co Plc | Therapeutic agents |
US5537534A (en) * | 1995-02-10 | 1996-07-16 | Hewlett-Packard Company | Disk array having redundant storage and methods for incrementally generating redundancy as data is written to the disk array |
DK0812320T3 (da) * | 1995-02-22 | 2003-04-14 | Aventis Pharma Ltd | Amorft piretanid, polymorfe former deraf, fremgangsmåde til fremstilling deraf og deres anvendelse |
CA2216934A1 (fr) | 1995-04-03 | 1996-10-10 | Abbott Laboratories | Melanges homogenes de medicaments fondant a basse temperature et d'additifs, destines a une liberation lente |
US5733578A (en) * | 1995-11-15 | 1998-03-31 | Edward Mendell Co., Inc. | Directly compressible high load acetaminophen formulations |
EP0869772B1 (fr) * | 1995-12-27 | 2001-10-04 | Janssen Pharmaceutica N.V. | Forme galenique solide bioadhesive |
HU222109B1 (hu) | 1996-09-10 | 2003-04-28 | EGIS Gyógyszergyár Rt. | Captopriltartalmú tabletták és eljárás ezek előállítására |
US20030027837A1 (en) * | 1998-12-08 | 2003-02-06 | Sherman Bernard Charles | Pharmaceutical compositions comprising quinapril magnesium |
ES2688273T3 (es) * | 1999-03-31 | 2018-10-31 | Janssen Pharmaceutica Nv | Almidón pregelatinizado en una formulación de liberación controlada |
US20030225124A1 (en) * | 1999-08-31 | 2003-12-04 | Spiridon Spireas | Stable formulations of ACE inhibitors, and methods for preparation thereof |
US6555551B1 (en) * | 1999-08-31 | 2003-04-29 | Mutual Pharmaceutical Co., Inc. | Stable formulations of ACE inhibitors, and methods for preparation thereof |
US20040157911A1 (en) * | 1999-08-31 | 2004-08-12 | Spiridon Spireas | Storage-stable and bio-stable formulations of ace inhibitors, and methods for preparation thereof |
US20060034937A1 (en) * | 1999-11-23 | 2006-02-16 | Mahesh Patel | Solid carriers for improved delivery of active ingredients in pharmaceutical compositions |
US6458384B2 (en) * | 2000-02-23 | 2002-10-01 | Impetus Ag | Pharmaceutical with predetermined activity profile |
DE10038364A1 (de) | 2000-08-05 | 2002-05-02 | Hexal Ag | Pharmazeutische, Ramipril enthaltende Brauseformulierung |
FR2824477B1 (fr) * | 2001-05-09 | 2005-09-09 | Ethypharm Lab Prod Ethiques | Granules enrobes a base d'inhibiteur de l'enzyme de conversion de l'anfiotensine, leur procede de preparation et comprimes orodispersibles contenant les granules enrobes |
GB0117619D0 (en) * | 2001-07-19 | 2001-09-12 | Phoqus Ltd | Pharmaceutical dosage form |
US6576256B2 (en) * | 2001-08-28 | 2003-06-10 | The Brigham And Women's Hospital, Inc. | Treatment of patients at elevated cardiovascular risk with a combination of a cholesterol-lowering agent, an inhibitor of the renin-angiotensin system, and aspirin |
CA2357982A1 (fr) * | 2001-09-28 | 2003-03-28 | Bernard Charles Sherman | Compositions solides contenant du ramipril |
CA2469720A1 (fr) * | 2001-12-21 | 2003-10-09 | Biosynexus Incorporated | Molecule de lysostaphine tronquee a activite staphylolytique amelioree |
EP1467717A1 (fr) * | 2002-01-15 | 2004-10-20 | Ranbaxy Laboratories Limited | Compositions pharmaceutiques stables comprenant un(des) inhibiteur(s) de l'enzyme de conversion |
WO2003059388A1 (fr) * | 2002-01-15 | 2003-07-24 | Delta Hf. | Formulations de quinapril et inhibiteurs des ace correspondants |
FR2834893B1 (fr) * | 2002-01-23 | 2004-02-27 | Servier Lab | Composition pharmaceutique orodispersible de perindopril |
KR100540035B1 (ko) * | 2002-02-01 | 2005-12-29 | 주식회사 태평양 | 다단계 경구 약물 방출 제어 시스템 |
US6844361B2 (en) * | 2002-02-04 | 2005-01-18 | Aventis Pharma Deutschland Gmbh | Pharmaceutical composition comprising a sodium hydrogen exchange inhibitor and an angiotensin converting enzyme inhibitor |
WO2003075842A2 (fr) * | 2002-03-08 | 2003-09-18 | Teva Pharmeceuticals Usa, Inc. | Formulations stables d'inhibiteurs de l'enzyme de conversion de l'angiotensine (ace) |
US20030215526A1 (en) * | 2002-03-08 | 2003-11-20 | Scott Stofik | Stable formulations of angiotensin converting enzyme (ACE) inhibitors |
CA2483099A1 (fr) | 2002-05-03 | 2003-11-13 | Hexal Ag | Formulation pharmaceutique stable contenant une statine combinee avec un inhibiteur de l'ace |
BR0317326A (pt) | 2002-12-16 | 2005-11-16 | King Pharmaceuticals Inc | Método de reduzir doença cardiovascular em um indivìduo em risco |
WO2004064809A1 (fr) | 2003-01-22 | 2004-08-05 | Sandoz Ag | Composition pharmaceutique solide comprenant du ramipril |
AU2003261633A1 (en) * | 2003-02-12 | 2004-09-06 | R And P Korea Co., Ltd. | Solvent system of hardly soluble drug with improved elution rate |
WO2004084870A1 (fr) * | 2003-03-28 | 2004-10-07 | Sigmoid Biotechnologies Limited | Forme posologique solide s'administrant par voie orale qui contient des microcapsules sans soudure |
ATE424192T1 (de) | 2003-06-26 | 2009-03-15 | Teva Pharma | Stabile pharmazeutische zubereitungen mit 2-aza- bicyclo 3.3.0 -octan-3-carboxylsäure-derivaten |
US6869963B2 (en) * | 2003-07-11 | 2005-03-22 | Sandoz Ag | Stable pharmaceutical compositions containing an ACE inhibitor |
US20060188568A1 (en) * | 2003-10-30 | 2006-08-24 | Lupin Limited | Stable formulations of ace inhibitors and methods for preparation thereof |
GB2394660A (en) | 2003-12-17 | 2004-05-05 | Niche Generics Ltd | Stabilisation of pharmaceutical compositions comprising ACE inhibitor by absence of acidic excipients having large specific surface area, eg silicon dioxide |
SE0400235D0 (sv) * | 2004-02-06 | 2004-02-06 | Active Biotech Ab | New composition containing quinoline compounds |
ES2241478B1 (es) | 2004-02-13 | 2006-11-16 | Lacer S.A. | Preparacion farmaceutica para la liberacion sostenida de un principio farmaceuticamente activo. |
DE102004008804A1 (de) | 2004-02-20 | 2005-09-08 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Mehrschichttablette |
GB2411355B (en) | 2004-02-27 | 2006-02-22 | Niche Generics Ltd | Pharmaceutical composition |
EA011862B1 (ru) * | 2004-03-24 | 2009-06-30 | Актавис Груп Хф. | Композиции рамиприла |
US20060045911A1 (en) * | 2004-08-27 | 2006-03-02 | Sun Pharmaceutical Industries Ltd. | Stable pharmaceutical formulations |
CN101098679A (zh) * | 2004-11-05 | 2008-01-02 | 国王医药研究与发展有限公司 | 稳定的雷米普利组合物及其制备方法 |
WO2006074051A2 (fr) * | 2004-12-30 | 2006-07-13 | Diakine Therapeutics, Inc. | Compositions pharmaceutiques et procedes pour le retablissement de masse et de fonction de cellule $g(b) |
GB0518129D0 (en) * | 2005-09-06 | 2005-10-12 | Arrow Int Ltd | Ramipril formulation |
US20070098782A1 (en) * | 2005-10-28 | 2007-05-03 | Selamine Limited | Ramipril Formulation |
GB2431579A (en) * | 2005-10-28 | 2007-05-02 | Arrow Int Ltd | Ramipril formulations |
-
2005
- 2005-03-23 EA EA200601759A patent/EA011862B1/ru unknown
- 2005-03-23 EP EP05718970A patent/EP1734931A2/fr not_active Withdrawn
- 2005-03-23 WO PCT/IS2005/000008 patent/WO2005067887A2/fr active Application Filing
- 2005-03-23 US US10/593,627 patent/US20080234353A1/en not_active Abandoned
-
2007
- 2007-07-13 US US11/777,849 patent/US7589064B2/en not_active Expired - Fee Related
Non-Patent Citations (1)
Title |
---|
See references of WO2005067887A2 * |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2013121233A1 (fr) | 2012-02-17 | 2013-08-22 | Egis Gyógyszergyár Nyilvánosan Működö Részvénytársaság | Formule pharmaceutique à stabilité améliorée |
EP3501501A1 (fr) | 2012-02-17 | 2019-06-26 | Egis Gyógyszergyár Zrt. | Formule pharmaceutique à stabilité améliorée |
WO2015022560A1 (fr) | 2013-08-16 | 2015-02-19 | Egis Gyógyszergyár Zrt. | Composition pharmaceutique stable contenant du bisoprolol et du ramipril |
Also Published As
Publication number | Publication date |
---|---|
EA011862B1 (ru) | 2009-06-30 |
WO2005067887A3 (fr) | 2005-11-03 |
EA200601759A1 (ru) | 2007-04-27 |
US20080234353A1 (en) | 2008-09-25 |
US7589064B2 (en) | 2009-09-15 |
WO2005067887A2 (fr) | 2005-07-28 |
US20070254030A1 (en) | 2007-11-01 |
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